A management system for use at a worksite is disclosed. The management system may have at least one object detection sensor configured to generate a first signal indicative of a feature of a roadway traversed by the mobile machine, a positioning device configured to generate a second signal indicative of a position of the mobile machine, and at least one performance sensor configured to generate a third signal indicative of a performance parameter of the mobile machine as the mobile machine traverses the feature. The management system may also have a controller configured to determine a surface condition of the roadway based on the first signal, index the surface condition to a particular location on the roadway based on the second signal, and generate a map of the roadway providing a representation of the surface condition and the performance parameter.